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Details

Stereochemistry ACHIRAL
Molecular Formula C21H19F2N3O3.ClH
Molecular Weight 435.852
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Difloxacin Hydrochloride

SMILES

Cl.CN1CCN(CC1)C2=CC3=C(C=C2F)C(=O)C(=CN3C4=CC=C(F)C=C4)C(O)=O

InChI

InChIKey=JFMGBGLSDVIOHL-UHFFFAOYSA-N
InChI=1S/C21H19F2N3O3.ClH/c1-24-6-8-25(9-7-24)19-11-18-15(10-17(19)23)20(27)16(21(28)29)12-26(18)14-4-2-13(22)3-5-14;/h2-5,10-12H,6-9H2,1H3,(H,28,29);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C21H19F2N3O3
Molecular Weight 399.3907
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500013811.pdf | https://www.ncbi.nlm.nih.gov/pubmed/2680058

Difloxacin is an aryl fluoroquinolone derivative. The primary bacterial target of fluoroquinolones is the enzyme deoxyribonucleic acid gyrase. Difloxacin is very potent against a broad spectrum of bacteria including aerobic ana anaerobic gram-positive and gram-negative oragnisms. DICURAL® (difloxacin hydrochloride) TABLETS are indicated for the management of diseases in dogs associated with bacteria susceptible to difloxacin.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Quantitation of fluoroquinolones in honey using tandem mass spectrometry (LC-MS/MS): nested validation with two mass spectrometers.
2010-12-15
Antibiotic Treatment of Dogs and Cats during Pregnancy.
2010-12-14
Room temperature ionic liquid-mediated molecularly imprinted polymer monolith for the selective recognition of quinolones in pork samples.
2010-12
Rapid determination of fluoroquinolone residues in honey by a microbiological screening method and liquid chromatography.
2010-10-07
Dispersive liquid-liquid microextraction combined with nonaqueous capillary electrophoresis for the determination of fluoroquinolone antibiotics in waters.
2010-10
Effects of fish CYP inducers on difloxacin N-demethylation in kidney cell of Chinese idle (Ctenopharyngodon idellus).
2010-09
Fully automated screening of veterinary drugs in milk by turbulent flow chromatography and tandem mass spectrometry.
2010-08
Pharmacokinetics and milk penetration of difloxacin after a long-acting formulation for subcutaneous administration to lactating goats.
2010-07
Simultaneous determination of quinolones in fish by liquid chromatography coupled with fluorescence detection: comparison of sub-2 microm particles and conventional C18 columns.
2010-07
Effects of fish cytochromes P450 inducers and inhibitors on difloxacin N-demethylation in kidney of Chinese idle (Ctenopharyngodon idellus).
2010-05
Selective sample pretreatment by molecularly imprinted polymer monolith for the analysis of fluoroquinolones from milk samples.
2010-04-02
Aquatic photochemistry of fluoroquinolone antibiotics: kinetics, pathways, and multivariate effects of main water constituents.
2010-04-01
Single-step extraction followed by LC for determination of (fluoro)quinolone drug residues in muscle, eggs, and milk.
2010-04
Behaviour of (14)C-sulfadiazine and (14)C-difloxacin during manure storage.
2010-03-01
Comparison of several extraction techniques for multiclass analysis of veterinary drugs in eggs using ultra-high pressure liquid chromatography-tandem mass spectrometry.
2010-02-28
Simultaneous determination of quinolones for veterinary use by high-performance liquid chromatography with electrochemical detection.
2010-02-01
Simultaneous determination of eleven quinolones in animal feed by liquid chromatography with fluorescence and ultraviolet absorbance detection.
2009-11-13
Fluoroquinolone antibiotic determination in bovine, ovine and caprine milk using solid-phase extraction and high-performance liquid chromatography-fluorescence detection with ionic liquids as mobile phase additives.
2009-10-23
Photolysis of difloxacin and sarafloxacin in aqueous systems.
2009-10
Microbial screening methods for detection of antibiotic residues in slaughter animals.
2009-10
In vitro residual anti-bacterial activity of difloxacin, sarafloxacin and their photoproducts after photolysis in water.
2009-10
Quantification of danofloxacin and difloxacin in chicken tissues in the presence of sarafloxacin as interference.
2009-09-09
Rapid method for the determination and confirmation of fluoroquinolone residues in catfish using liquid chromatography/fluorescence detection and liquid chromatography-tandem mass spectrometry.
2009-09-01
Application of ionic liquids in high performance reversed-phase chromatography.
2009-06-04
Fully automatic sample treatment by integration of microextraction by packed sorbents into commercial capillary electrophoresis-mass spectrometry equipment: application to the determination of fluoroquinolones in urine.
2009-04-15
Simultaneous determination of seven fluoroquinolones in royal jelly by ultrasonic-assisted extraction and liquid chromatography with fluorescence detection.
2009-04
Are liquid chromatography/electrospray tandem quadrupole fragmentation ratios unequivocal confirmation criteria?
2009-04
Metabolism and excretion kinetics of 14C-labeled and non-labeled difloxacin in pigs after oral administration, and antimicrobial activity of manure containing difloxacin and its metabolites.
2009-04
Rapid determination of 19 quinolone residues in spiked fish and pig muscle by high-performance liquid chromatography (HPLC) tandem mass spectrometry.
2009-03
[Multi-residue determination of 11 quinolones in chicken muscle by high performance liquid chromatography with fluorescence detection].
2009-03
Serovar distribution and antimicrobial susceptibility of swine Salmonella isolates from clinically ill pigs in diagnostic submissions from Indiana in the United States.
2009-03
Ultra performance liquid chromatography tandem mass spectrometry performance evaluation for analysis of antibiotics in natural waters.
2009-03
Simultaneous determination of 13 quinolones in eggs using column high-performance liquid chromatography/electrospray ionization-tandem mass spectrometry and depletion of pefloxacin methanesulfonate in eggs.
2009-02-11
Pharmacokinetics and intramuscular bioavailability of difloxacin in dromedary camels (Camelus dromedarius).
2009-02
Developing and optimizing an immunoaffinity cleanup technique for determination of quinolones from chicken muscle.
2009-01-28
[Simultaneous determination of 19 quinolone residues in honey using high performance liquid chromatography-tandem mass spectrometry].
2009-01
Trace analysis of quinolone and fluoroquinolone antibiotics from wastewaters by liquid chromatography-electrospray tandem mass spectrometry.
2008-12-19
Ionic liquids as mobile phase additives for the high-performance liquid chromatographic analysis of fluoroquinolone antibiotics in water samples.
2008-12
Simultaneous determination of quinolone antibacterials in bovine milk by liquid chromatography-mass spectrometry.
2008-11
In vitro susceptibilities to fluoroquinolones in current and archived Mycoplasma gallisepticum and Mycoplasma synoviae isolates from meat-type turkeys.
2008-10-15
In vitro antibiotic susceptibility of Dutch Mycoplasma synoviae field isolates originating from joint lesions and the respiratory tract of commercial poultry.
2008-08
[Multiresidue determination of quinolones in animal and fishery products by HPLC].
2008-06
Spectrofluorometric determination of certain quinolone antibacterials using metal chelation.
2003-07-27
In-vitro activities of quinolones against mycobacteria.
1993-12
Comparative in-vitro activities of ten fluoroquinolones and fusidic acid against Mycobacterium spp.
1990-09
Comparison of in vitro antimicrobial susceptibilities of Mycobacterium avium-M. intracellulare strains from patients with acquired immunodeficiency syndrome (AIDS), patients without AIDS, and animal sources.
1990-07
In vitro and in vivo activities of clarithromycin against Mycobacterium avium.
1989-09
Comparative antimycobacterial activities of difloxacin, temafloxacin, enoxacin, pefloxacin, reference fluoroquinolones, and a new macrolide, clarithromycin.
1989-04
In vitro susceptibilities of Mycobacterium tuberculosis to 10 antimicrobial agents.
1988-09
Activity of ciprofloxacin and other fluorinated quinolones against mycobacteria.
1987-04-27
Patents

Sample Use Guides

The dose range of difloxacin in dogs is 5 to 10 mg/kg (2.3 to 4.6 mg/lb) once a day for 2-3 days beyond cessation of clinical signs to a maximum of 30 days. For chickens and turkeys, the proposed dosage corresponds to a daily dose 10 mg/kg per day of difloxacin for up to 5 days.
Route of Administration: Oral
MIC50 values (µg/mL) of difloxacin for canine bacterial isolates range from 0.05 to 1.83
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:17:11 GMT 2025
Edited
by admin
on Mon Mar 31 18:17:11 GMT 2025
Record UNII
XJ0260HJ0O
Record Status Validated (UNII)
Record Version
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Name Type Language
Difloxacin Hydrochloride
GREEN BOOK   MART.   USAN  
USAN  
Official Name English
DIFLOXACIN MONOHYDROCHLORIDE
MI  
Preferred Name English
ABBOTT-56619
Code English
DIFLOXACIN HYDROCHLORIDE [USAN]
Common Name English
DIFLOXACIN MONOHYDROCHLORIDE [MI]
Common Name English
DIFLOXACIN HYDROCHLORIDE [GREEN BOOK]
Common Name English
3-Quinolinecarboxylic acid, 6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-, monohydrochloride
Systematic Name English
3-Quinolinecarboxylic acid, 6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-, hydrochloride (1:1)
Systematic Name English
DIFLOXACIN HYDROCHLORIDE [MART.]
Common Name English
DIFLOXACIN HCL
Common Name English
NSC-759646
Code English
Classification Tree Code System Code
NCI_THESAURUS C795
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
Code System Code Type Description
NSC
759646
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
CAS
91296-86-5
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
EPA CompTox
DTXSID2046599
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
FDA UNII
XJ0260HJ0O
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
USAN
W-139
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
ChEMBL
CHEMBL6259
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
MERCK INDEX
m4430
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY Merck Index
MESH
C047225
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
DRUG BANK
DBSALT001675
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
SMS_ID
300000023730
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
CAS
102856-03-1
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
NON-SPECIFIC STOICHIOMETRY
NCI_THESAURUS
C72740
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
PUBCHEM
56205
Created by admin on Mon Mar 31 18:17:11 GMT 2025 , Edited by admin on Mon Mar 31 18:17:11 GMT 2025
PRIMARY
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